Access to gem-Dibromoenones Enabled by Carbon-Centered Radical Addition to Terminal Alkynes in Water Solution
Xianghua Zeng*, Yuhai Xu, Jiawei Liu and Yuanyuan Deng
*College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, P.R. China, Email: xianghuazengzjxu.edu.cn
X. Zeng, Y. Xu, J. Liu, Y. Deng, Org. Lett., 2021, 23, 9058-9062.
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The generation of a tribromomethyl radical from tetrabromomethane (CBr4) with the assistance of a persulfate salt (K2S2O8) enables a single step conversion of terminal alkynes to gem-dibromoenones in the presence of water. The reaction features readily available chemicals, a broad substrate scope, a green solvent, and mild reaction conditions.
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